The continuation of the Sandy Brown original story, but completed by the mistress of feminization erotica Priscilla Gay Bouffant.In this conclusion we catch up with Sandra after "her" daughter's birth...and a new dominant woman in her life who wishes to make Sandra her "Submissive Wife."
Chapter One: Lovely Jenna
It was now one year since Yvette had discovered she was pregnant with Sandra’s child. From the onset Yvette knew her family, most importantly her mother, would never understand her having a child with a transgendered sissy girl.
“I am so happy Mama is in Martinique for at least a year, helping my younger sister with her pregnancy and birthing. Laura, I will have this child, as it is also Sandra’s and your grandchild as well. I adore you both. I will love this child,” smiled Yvette.
“My family can never know I am the birth mother. They are too conservative in these matters. I love you and Sandra, but Sandra and I could never marry. We really cannot be a couple publicly,” Yvette stated.
Things would work out for the best though. The child was a girl. She was named by Sandra as Eva Cerise. Other than the immediate family, only Monique Bovier knew that the child was also Sandra’s. On the birth record there were two mothers. As far as anyone else was concerned, the father was an unknown sperm donor.
Sandra and Yvette were considered a same sex lesbian couple, in the eyes of everyone else. When little Eva Cerise was six months old, Sandra was at work and Monique had Sandra come to her office. Sandra was now an account manager. Thus far Monique had yet to find a replacement for her as Exec assistant.
“Sandra, there are two things I wanted to discuss with you. First, I talked it over with your mother and once Eva Cerise is a year old, Laura wants to go back to work. I’m hiring her to take your previous position. Until then I’ll fill it with a temp,” smiled Monique as Sandra assured her she thought it a great idea.
“Next, I wanted to ask you if you knew a secretarial temp named Jenna Forte when you worked at Catamaran. It appears she was working there around the time you left,” asked Monique.
“Why yes, though I didn’t know she was a temp. She was very nice to me. One of the nicest employees there. I really liked her, and I always thought she cared for me,” explained Sandra.
“Yes, she was a temp. She was working there while in her last semester of law school at the time. She is still part of their corporate legal team at present. However we are looking to add someone to the legal team in our Albany office at Dresden, the company we merged with,” said Monique.
“If I like her, she’ll be here for at least a month, learning our system and preparing to relocate. She told me over the phone, she liked the Round Top area where you and I stayed on business. Anyway, I’ll tell her to drop by your office when the interview is over. You could catch up,” winked Monique.
“Yes, that would be great,” said Sandra, already fluffing her tousled, flipped under, below-the-shoulder length, hairstyle. It was now a light brown with gold highlights. The perm had grown out. Sandra minced to her office, closed the door and fixed her face, in case Jenna stopped in sooner. She was excited, and didn’t want to show it.
Sandra, the day Jenna came to her office. So decorous.
“Jenna! I wonder if she’ll still like me. She once called me a beautiful sissy boy. She kissed me so sweetly, that time. I had no idea she was in law school!” Sandra thought happily.
Catching a lawyer as a girlfriend wouldn’t be bad if Jenna would go for her. Sandra adored smart, assertive, pretty, females.
Jenna did stop by, just about lunch time. Sandra was momentarily speechless. Jenna was more stunning than she’d been a year and a half ago. Her hair was shorter, and no longer a “cutesy” strawberry blonde. It was a much darker brown with red wine highlights.
Her tresses had always been quite long, and well below her shoulders and in big, bouncy, girly, curls. These days her locks were in a very smart, nearly seductive, bobbed, fashion cut. She looked as if she’d had her appearance developed by a business women’s PR firm.
Her makeup was heavier than before. She no longer had that fresh faced, sweet secretary look. She had the look of a confident, corporate, doyenne. She really looked Sandra over. Sandra felt as if she could melt in Jenna’s passionate gaze. Jenna’s sultry bangs swept deliciously across her forehead.
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| Jenna’s new look was special. |
“Well hello Sandra. I like that name more than Sandy, by the way. I’m quite proud of you. You are an account manager now,” she said, closing Sandra’s office door. Sandra heard the lock click.
“You are also a gorgeous young lady. You’re not any longer the dainty sissy boy whom I recalled. You’re stunning, actually. Sandra, do you have a big hug and a kiss, for an old friend? I always really liked you Sandra, though I never got to know you very well. I hoped I would get to see you again,” Jenna smiled, extending her arms.
Sandra did not want to play games. With the office door closed and likely locked, she wasn’t going to play hard to get. She felt fortunate she only wore two inch heels that day. She had to get on her tippy toes to kiss the taller Jenna who was in 4 inch heels. She felt so very submissive and delicate up on her toes.
Sandra wrapped her hands kittenishly behind Jenna’s swan like neck as she let her kiss linger languidly. “I missed you so Jenna. I truly wondered if I’d ever see you again,” Sandra whispered demurely, her misty eyes, showing the sincerity of her starry-eyed adulation.
The mildly surprised Jenna, her eyes twinkling, smiled and said, “Now that was quite nicely done. I wondered from time to time, about receiving a heartfelt caress and smooch from you. I thought about what it would feel like. Now that I have experienced it, I’d like to explore matters further. Could we have lunch together?” Jenna asked, just as Sandra’s cell phone chimed.
Sandra blushed and said, “One moment Jenna. I’m sorry,” as she answered her call. It was Monique. Sandra composed herself as she felt giggly, and vulnerable in the governing Jenna’s presence.
“Have you gone to lunch as of yet? I saw your office door was closed. If you haven’t had lunch, I was going to suggest you take the rest of the afternoon off and spend it with your friend Jenna. She told me she was free for the rest of the day,” said Monique.
“She’s a real looker and smart as a whip. By the way, I insist you take off, you know. This isn’t negotiable Sandra. From the way Jenna spoke of you, you need to do this. I’ll see you in the morning. Unless of course the two of you make other plans,” Monique tittered.
“My boss just gave me the rest of the afternoon off, so we could catch up with each other. Where would you like to go and what would you like to do? I have my Mustang parked here,” said Sandra.
“Really? Well, I am at my mother’s place as I didn’t want to sign another lease at my apartment. I’m looking at a house in Round Top and plan on making an offer if this job comes through. Mother is in Bermuda for a week. We have parking at her condo,” said Jenna.
“Why don’t we drive over, have lunch and hang out?” Jenna suggested.
On the way over, they shared stories of their recent past. When Sandra told her about the baby, Jenna gasped.
“Are you kidding? You screwed your mother’s 35 year old maid and she had a baby? Sheila Grace must have awakened the sleeping sex-pot in you? Are you getting married? Jenna asked.
“No, no way. Yvette isn’t interested. Though she is breast feeding right now, I don’t think she wants her family to know she is the mother. In fact, should either she or I meet someone, she wants me to become the sole parent between us,” sighed Sandra.
“She would still want to see Eva Cerise, but she would be Auntie Yvette to the child. If I found a woman who could love me, I’d ask her to adopt the child and become the other parent. Yvette would never protest,” added Sandra.
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| Yvette the Creole French maid, birth mother of Eva Cerise. |
When they arrived at Jenna’s mother’s condo Sandra followed Jenna into the kitchen. “Well what do you think we should put together for our lunch?” Jenna asked.
Sandra took Jenna by the hand and turned her around so she was facing Sandra. “I’m not hungry right now. Couldn’t we eat later? I thought we could go into your bedroom and get to know each other, so much better? Please?” Sandra added, pulling Jenna to her and looking up at her doe-eyed.
“Wow, you went from the shy, demure sissy-boy, to the elegant, sensual, fille de joie, didn’t you? You really do want me, don’t you Sandra? I think you really did miss me,” said Jenna, taking Sandra in her arms and probing her mouth with her tongue.
“Come to my boudoir darling. Jenna missed you also,” said Jenna, pulling Sandra along, her long strides causing Sandra’s high heels to click rapidly on the tiled floor to keep up with her. Once in her boudoir Jenna closed and locked the door.
“Neither of us is leaving this room until we are both satiated. What do you think of that, my pretty Sandra? We’re going to make sweet, sweet, lesbian love. Finally, my lustrous sissy-girl, you are mine. I’d never do to you what Sheila Grace did. I don’t like men any more than you do,” smiled Jenna.
“I don’t need someone who thinks his cock is the end all, be all, of lovemaking. I want someone who cares about my fulfillment and my needs. Take off your heels and lower your miniskirt and panty brief,” demanded Jenna.
Sandra was, to say the least, quite horny. She had often thought of being in a sexual situation with Jenna. She kicked off her expensive heels, and pulled down her skirt and snug panty brief. Her erect sex organ and balls were exposed.
“Your top and your bra need to come off. I like your not-so-large cock. All males should have a cock that size. Just the right modest size for comfortable screwing,” smiled Jenna as she peeled off her snug dress and lingerie.
Both lesbians wrapped their arms around each other’s bodies. They sexually explored their lover’s boobs, buttocks, and pussy entryways. Jenna gave Sandra a light push and they fell to Jenna’s bed kissing.
A year and a half of fantasizing for both Lezzies’ was being released. “When I saw you in that salon, while we helped your Mommy femme you up, I told you that I could eat you up, you pansy-girl. Well Mommy’s sissy boy, I finally get to eat you up today,” Jenna said throatily.
Sandra locked her legs around Jenna’s waist tightly. “Oh yes Jenna! It has been too long. Take me darling. Take me in any way you desire, my dream lover, come true!” Sandra exclaimed passionately.
With Sandra on her back Jenna took a lubricated finger and inserted it into Sandra’s rectal pussy hole. Sandra responded by alternating between using two lubed fingers on Jenna’s clitoris and vaginal entryway. Jenna added a second finger into Sandra’s anus causing Sandra to buck and sigh loudly.
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| Above: Jenna and Sandra in Jenna’s boudoir about to fall to the bed. |
Jenna’s pussy was now nice and wet. Sandra’s modest, but fully engorged penis was swollen to its max size. Jenna became very aggressive and pinned Sandra’s slender arms against the pillows behind her head. Sandra looked up into Jenna’s eyes with a gaze of fawning softness.
“Let’s put your nice swelled clit inside of me and we’ll screw. Unless I say otherwise, from here on, this is how we have sex. Mama is on top of her girly girl. Mama will give her girly girl a nice hot ride. Mama is in charge from here on out. You got that Sandra girl?” Jenna asked.
“Oh yes Jenna, you will always be in charge. I need a strong, strong woman Jenna. And you are that woman. I need someone to control me Jenna. I know that. Do anything you want Jenna, just please, don’t hurt me darling?” Sandra begged as she thrashed her head, side to side.
“I’ll not hurt you my pet. I’ll protect you. Push back into me. Oh good. Yes that is very nice. I will take care of you sexually and you will please me. Oh your chubby clit feels so nice, sweet girl,” Jenna laughed.
“Sandra I want you to use your fingers to rub my clit while we screw. I’m going to let go of your pinned back wrists. It will be snug but I want my clit being manipulated. That’s a good girl!” Jenna said, as her sissy followed her instructions. Just the words, “That’s a good girl,” were enough to inspire this sissy or any sissy to greater heights.
Sandra thrust her pelvis aggressively into Jenna’s puss. It truly felt phenomenal. Somehow both females knew this was always supposed to be. Even when she was with Sheila, Monique, and Yvette, Sandra so badly wanted to experience lovemaking with Jenna. Jenna had wanted to one day be the aggressor with the adorable sissy she had helped make-over at Bubbles and Bubbles salon.
Now that they were together, their passions reached a crescendo. Sandra’s thrusts and clitoral stimulations really got to Jenna. Jenna’s tight pussy and her pelvic squeezes had Sandra ready to burst. Jenna was the first of the two lezzies to climax.
As she bounced up and down on Sandra’s swollen cock, Jenna could no longer hold back. They both opened up and began screaming in their delight. Tears flowed from their eyes in happiness. It was the mystical happiness in finding a lover each could feel safe with.
Jenna collapsed on top of Sandra and licked her face. The she rolled over and Sandra cuddled helpless and needy against Jenna. “Oh Jenna. Never leave me. Just tell me what I need to do to keep you? That’s all I ask. I’ll be so good for you Jenna,” Sandra gasped.
“I won’t be leaving you ever if we continue to screw like that. I hope you eat pussy. I love having my pussy sucked,” smiled Jenna licking her lips.
“Yes. I would love to eat your pussy. I’ll suck it any time you want me to eat it,” promised Sandra.
After this torrid lovemaking, the girls decided to venture to the kitchen and make up a lunch. They walked around in their bra and panties admiring each other’s svelte figures. “I get so hungry after a hot screw like that. Let’s set here at the coffee bar and eat. I have a few things I need to tell you, darling,” said Jenna.
“Sandra, I feel obligated to let you know, I’ve been keeping in touch with your mother, Laura, from a time shortly after you and Sheila broke up. Now don’t pout. It might be cute, and a little sexy, but it isn’t pretty. That’s better. You should smile, Princess,” Jenna chastised.
“Neither of us knew when the right time would be for me to come back into your life. But, when this job came up, both Laura and I agreed it was as good a time as any. I’ve stayed abreast of your transformation. I know all about your progress at work. I know about your lovers and I don’t care,” Jenna paused.
“I have plans and I dearly want you to be a big part of those plans, along with me. I’ve even looked into having you work at Madame Angelina’s. It isn’t far from my new job, and not at all far from where the house I’m looking at is located. Can we be together Sandra? Would you like that?” Laura asked.
“Of course I would want to be with you Laura. I would love it! This is all so amazingly sudden! I mean if you get the job and the house, and I move in, why couldn’t I work with you? Do I have to work at Madame Angelina’s?” Sandra asked.
“Well actually I got the job. Monique told me that, before I left her office. As for the house, well, we would be getting the house together, both you and I. I want you to come up to Round Top with me Saturday and look at it. If you like it as much as I do, we can make an offer,” added Jenna.
“As far as working together, yes, we could do that. However, I have a feeling it would be best, if we lived together, we should work apart. Besides, I think for you, it would be a labor of love to be an instructor or counselor at Madame Angelina’s. You would be perfect!” Laura exclaimed.
“Well we’ll see. I’m sure you already checked and they would be interested? Sandra asked as Jenna nodded and smiled.
“Jenna, there is also a matter we haven’t discussed. I have a daughter named Eva Cerise. She is six months old. She will be going wherever I go. Yvette cannot keep her for immediate familial reasons and I won’t leave Eva,” Sandra added.
“I know Sandra and if Yvette concurs I will adopt Eva. I want us to be a couple Sandra. So let’s take it a step at a time and will you come with me to see the house Saturday?” Jenna asked.
Sandra stood up and walked to the other side of the coffee bar with her arms open. “Yes, Jenna, my love, I will go with you to look at this house you like so much!” Sandra exclaimed throwing her arms around Jenna and embracing her with a kiss.
Chapter Two: Madame Angelina’s Academy
Sandra was indeed so excited! She had gotten a job interview at Madame Angelina’s Academy for Advanced Femininity Studies. She needed to get her hair done. She needed to find the right dress. She would have needed a baby sitter, except her mother Laura had come up to Round Top, New York, to visit and to help Sandra and Jenna with their new home.
Jenna recommended a salon nearby to the Winter Clove Resort. “I had my hair done there when I interviewed at Dresden. The owner, Anna is a real doll. She took me as a walk in. The place is really plush and Five Star. Here’s her card, Lady Anna’s Mystique. Her name is Anna De Valle. When is your interview?” Jenna asked.
“It’s Tuesday at 10 AM. I need to get so much done! I want to get my hair a little darker so I look more mature. I want to get some cut off for the same reason and I want a little wave put in. Plus I don’t know what to wear?” Sandra said, in a dither.
“Now wait honey you are in a tizzy. Wear the white top with the mauve skirt and blazer, your Mother just got for you. Your beige heels will be fine. You can make two hair appointments. Saturday you can get your hair cut and colored. Then Tuesday you should be able to get a quick roller set the morning of your interview,” smiled the wise Laura.
“Your mother is right, Sandra. How long is your interview? It sounded intense. I overheard you talking to HR on your cell,” queried Jenna.
“Practically half a day if not more. I see HR first. Then I have a conference with the 1st year and sophomore counseling head. After that I interview with the head of the Fashion and Beauty department,” Sandra said.
“Then, just before lunch I talk with the lady in charge of Comportment. After lunch I have an interview and a tour with Madame Angelina, herself. They already have two T-Ladies for instructors so at least I won’t be breaking any new ground. I need to call that salon,” said Sandra.
“Not so fast young lady. Your daughter just woke up and with Yvette not here, you need to simulate a breast feeding to nurture little Eva. I’ll go get her. Get a bottle ready and remember what I showed you,” chastised Laura.
“Yes Mommy,” said Sandra. She got a bottle of milk ready, tested the temp and sat down. As her mother brought 9 month old Eva Cerise to her, Sandra peeled off her halter top exposing both her breasts. Both Jenna and Laura smiled.
Sandra fed Eva a healthy portion from the bottle before she removed the bottle from Eva’s mouth and squirted a portion of the milk on her left boob. Then she let Eva suckle at her boob, tasting the warm milk. “Wow! I’ll be doing this at least 3 more months,” thought Sandra.
While Eva suckled on Sandra’s breast again, her mother instructed her further. “At the next feeding you should switch breasts. It’s healthy for both of you. Eva Cerise will be properly nurtured. This will also help your breasts and nipples to grow healthier. You also get to experience the feminine joy of nursing,” smiled Laura.
“Sandra, I went you to continue this until Eva is at least one year old. She needs the development, and you need to immerse yourself yet further into your effeminacy,” pronounced Jenna.
Later, just before it closed, Sandra contacted the salon, Lady Anna’s Mystique, and luckily managed to reach the owner, Anna De Valle. Sandra told her what she needed done and about her interview.
“Okay, I can help you Sandra. Why not do what your Momma suggested. Come it Saturday for color and a cut. Now let me suggest something. If you are going from light to middle brown you should do a brow and lash tint along with that. We also specialize in highlights here. Medium brown with rose gold highlights is to die for girl,” laughed Anna.
“That sounds terrific Anna. Plus my fiancĂ©e Jenna can afford it. Anna, can you make time to re-plump my lips? I’m a little late for my last plumping,” said Sandra.
“Of course Chicca. If you are interviewing with Angelina you need to look your absolute feminine best. It is a fantastic school. They do amazing things there. I will also give you a new makeup chart for your hair color change,” said Anna.
“Oh you know of Madame Angelina’s. I guess being from the area huh?” Sandra asked.
“Well yes, that too. However I was a student there for four years honey. I graduated five years ago. My mother and aunt were so pleased with me, they helped me buy this salon. They own the Winter Clove resort so they could afford to,” said Anna.
“Well we have something very much in common I would think. You attended Madame Angelina’s and I transitioned using their on line correspondence course,” added Sandra.
There was a pause and then Anna said, “Oh my Chicca. That is so cool! Yes, we will have something to talk about Saturday. Please remind me about setting up an early Tuesday morning appointment for a roller set and stylization. I can open thirty minutes early for you,” closed Anna.
Sandra was early for her appointment Saturday. She was Anna’s first appointment at 9 AM. She stood in front of the salon and saw a Sahara Gold Nissan Murano pull up. A very leggy, amazingly stylish Latina emerged from the Murano.
Her heels click demonstrably on the pavement as she walked towards the salon door. She had on a basic “little black dress” that matched her heels. Her hair was done in a short fashion cut, swept back in a lustrous pompadour, ending in a razor shaved ducktail.
She had carefully arched brows, wore plum lipstick, with matching shadow and nail polish. Her large, elegant, black glasses gave her a studious intellectual look. Her dainty slither style ear fobs added to the sophisticated look she intended to present. “What a glam fashionista she is!” Sandra thought.
“Sandra? Oh honey, give me a hug! So good to meet someone new, that is a specialty girl, just like me!” Anna exclaimed, looking over Sandra and hugging her affectionately.
Once inside the salon, Anna got her shampoo girl to wash and condition Sandra’s locks. Anna escorted Sandra to her most select private station and closed the door.
“Not every customer or employee I have, actually know of my backstory. So tell me, how long ago did you transition?” Anna asked as she began cutting Sandra’s hair.
Anna De Valle, the sexy Latina T-Girl salon owner
“Not that long ago. About eighteen months ago, with a woman I no longer have anything to do with,” said Sandra looking back.
“Oh my goodness that is amazing! What you see with me, is nine years of perfecting my femininity. You look fantastic!” Anna exclaimed.
“Well I had a pretty good start. I was a real sissy and totally lost in a male persona. I embraced femininity when I found it. My mother played around having my hair done in my early teens. She would dress me androgynously, and sometimes put makeup on me, but when I finally dressed full femme at the age of 25 I fully connected with my feminine side and I haven’t looked back. What about you Anna?” Sandra asked.
“Well first, I’m going to cut your hair to just below your shoulders. With a roller set the edges will curl up to just off your shoulders. You might want to get a mild body wave if you like it. But you’re correct. Your hair is down to your boobs now, and it’s cute but not mature looking,” Anna added.
“Once I cut it I’ll do your color base right here. I think I should condition you after, then I’ll do your lights. I’ll have Brit, my Swedish girl do your brows, lashes and lips. Then I’ll roll you up and you can see how you’ll look Tuesday,” smiled Anna.
“So how did I get to Madame’s school you ask? Well I was a bad, bad boy. I was into drugs and everything that went with that. I was 16. I never met my dad, though I know he was Hispanic. My mom and her sister, my aunt Julia, had just inherited the Winter Clove resort. My grandparents had a tragic boating accident,” sighed Anna.
“Mom and auntie were being pressured from all sides to sell, but they insisted they could run it. They were raised working at that resort. But they needed me out of the way. I wasn’t even given the choice of reform school. They enrolled me at Angelina’s Academy. I rebelled terribly and fought those instructors every step of the way,” explained Anna.
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| Sandra at Anna’s salon getting rose gold highlights put in her hair. |
“They don’t want us corrupting the good girls and they want the good girls to see how a bad girl is disciplined. The good girls in the salon get to chat with the hairdressers and have a fruit plate snack and have girly fun. I never realized it until she talked to me but my hairdresser that day was a T-Girl and a recent grad of the school,” Anna paused.
“By the way, this color is going to be great Sandra. We’ll let it set, and then we’ll do a condition and some highlights. Okay then, so this T-Girl stylist at the school, sees the trouble I’ve got myself in, and she starts talking to me. Just as she is putting me under the dryer, she whispers in my ear,” said Anna.
She says to me, “Listen honey, don’t fight this any longer. Just give into it baby. You know you want it. I was in this same chair once. There is no escape. The only way out is through complete obedience. Trust me if you give in it will feel so good. You know you want to be pretty. I can tell you want to join the good girls and giggle and have fun. If you want to be treated like a lady, you must surrender to your femininity!”
“It was like I had an epiphany. I had that mantra going through my head for the rest of the day until that evening. The next day, I went to my counselor and told her I wanted to wear the highest heels I could, and I wanted a larger dose of T-Blockers and hormones so I could grow B-cup breasts,” smiled Anna.
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| Anna recalls when she changed her mind at the Academy. |
While Sandra waited for her highlights to take she read a Monthly magazine called “Aphrodite’s Swans.” It was a monthly publication of a society called the Cassandra Sisterhood. Anna, her hairdresser described them as being affiliated with Madame Angelina’s Academy.
“Honey I’m here to tint your brows and lashes. Then I’ll plump your lips,” said Brit, a big breasted Nordic beauty. Brit worked carefully. She added that she probably needed to complete the lip plumping after Sandra’s roller set.
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| Above: “Bad girls” being escorted to an isolated location in the Academy salon lobby. |
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| Above: “Bad Girls” at Madame Angelina’s were often isolated from the “Good Girls” by being placed in the salon lobby to await a hair dryer. Typically, like these two, they were chained and gagged. Note how primly they are sitting. They aren’t going anywhere either. |
A “Bad Girl” being led to the Academy salon lobby for chaining until a dryer is ready for her. She will be seated with the other two girls.
Below: Good girls like the two you see below enjoy snacks
“I’ll take you in so Anna can get you rolled up. In the meantime you can finish reading your magazine,” said Brit. After Sandra was rolled up tightly Brit returned to plump her lips further.
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| Above: “Bad girls” being escorted to an isolated location in the Academy salon lobby. |
These two Academy good girls just had roller sets, are sipping banana daiquiris, and are relaxing in swimsuits.
Anna is “tested” on her next Academy salon trip by being dressed childishly for a spiral perm. The staff hopes she will behave.
Above: Sandra is seated after her roller set as Brit readies a syringe of collagen to fatten Sandra’s soon to be, pretty, plump lips.
Sandra leaving the salon in the same blouse she’ll wear to the interview. When she got home, Jenna showed her how much she liked her look. Laura took the baby, Eva Cerise outside to play to give the girls privacy in their boudoir. Sandra was so glad she had her hair done! Jenna made passionate love to her that afternoon.
Chapter Three: Academy Life
Sandra left Anna’s salon. She was so happy she now had a T-Girl friend! As Anna finished up Sandra’s new style with plenty of hair spray she assisted Sandra to her feet. She took out a lipstick and painted Sandra’s lips in the same plum color Anna used.
Then she touched up Sandra’s eye shadow and blush. “Honey, we need to go out and get a drink sometime, maybe do lunch, you know?” Then she held Sandra by the shoulders and kissed her lips.
“You’re gorgeous honey. You’ll love Angelina’s school and they will love you. Call me soon baby, you have my card,” smiled Anna, as Sandra took in the rich scent of Anna’s expensive perfume.
Arriving home, Sandra waved to her mother, who was outside playing with Eva. Laura walked a short distance from Eva. “I wanted to give you two some privacy. I know how Monique and I can get with each other after a salon visit.” Laura winked.
Sandra laughed and thought her mother was being silly, until she got inside the house. It was still an hour or so before their usual mid-afternoon Saturday lunch and Jenna was puttering around the kitchen trying to look domestic. Jenna smiled and poured two glasses of wine.
“Why don’t we take these up to the loft bedroom, and talk about how we want to decorate it? Jenna asked. Sandra shrugged and minced up the spiral staircase to the 3rd story loft. Right now the three second floor bedrooms and the nursey were finished.
The loft only had a dresser, bed, vanity, and a sofa. There was no art work, plants or other dĂ©cor. Jenna sat on the sofa and patted the cushion next to her. “You look nice honey. I love what she did with your hair and makeup. Sit down next to me baby,” Jenna smiled.
“Really is cute the way she did those slight waves and curls where the ends flip up. You didn’t get a body wave did you? You didn’t really have time with everything else you had done,” said Jenna as she leaned over and kissed Sandra.
“No, she just did a roller set, and feathered the ends when she combed me out. I’m going to wear it like this to the interview,” smiled Sandra as she returned the kiss.
“You know I’ve been rethinking all of that. I don’t know if I’d do ‘flirty’ for a job interview? I’d go with a stylish but subtle up-do and a very basic, snug, black dress. I’ll bet Madame Angelina dresses sedately while at the Academy,” said Jenna.
“Well okay. By the way, my Mommy is watching the baby outside. She said she wanted us to have some privacy. Why don’t I close the loft concealment slider and you can take me to bed. I want to eat your pussy Jenna,” said Sandra as she closed the sliding partition and removed her blazer, blouse, heels and slacks.
She minced over to the bed and removed her hose, panties and bra. The very pleased Jenna followed suit adding, “Remind me to give you a glass of wine the next time I want to have sex. Also encourage me to send you to the salon. You look so smashing and refreshed after a pampering.”
Jenna lay back as Sandra carefully licked her way down her tummy to her pretty puss. As Sandra began licking Jenna’s puss, Jenna closed her eyes and cooed softly. Jenna loved the way Sandra took care of her pussy.
She had the sexiest, soft touch to start. Then as she progressed she would amp up the pressure and push Jenna’s lust to new heights each time. Jenna couldn’t wait to marry this sissy girl and make Sandra her bride.
The baby, Eva Cerise was saying words and would talk soon. Already Jenna was trying to encourage her to say, “Daddy.” Jenna had only recently become a member of the Cassandra Sisterhood and fully intended that she would be Sandra’s husband and master.
Jenna began squeezing Sandra’s face, between her own strong thighs. That’s how intense her passion was getting. She wanted Sandra to increase the pressure on her clitoris. “Don’t fret, my love, Jenna. I have you darling and will care for you properly,” whispered Sandra into Jenna’s puss.
Jenna could not take much more and began to hum and rotate her puss into Sandra’s face. “Oh my gracious Sandra. I’m coming honey!” Jenna exclaimed as she grabbed Sandra’s freshly styled locks and held on. She smeared her pussy juices all over Sandra’s beautifully made up face.
Sandra didn’t care at the moment. She lay beside Jenna kissing her. Jenna reached into Sandra’s panties. “Let’s wait. I wanted to take care of you. You’ve just been so sweet to me. Take care of me tonight or in the morning. It will relax me for my interview. I don’t want to keep mother waiting too long with Eva. Even if she doesn’t mind,” whispered Sandra.
“Speaking of mommy. Your hair and face are a mess. I need to fix that. Sit at the vanity and I’ll put you back together, Sandra,” said Jenna as she got up and picked up a brush and hairspray.
While she repaired Sandra’s makeup and re-styled her hair, Jenna listened to Sandra tell her that Anna, the beautician was a T-Girl. “Well I would have never known that she was a sissy. Then again, you’re a sissy and it would be hard for most people to tell,” smiled Jenna.
“Jenna? Do you have to refer to me as a sissy, all the time?” Sandra asked.
“Yes. Why shouldn’t I? A T-girl takes hormones, grows boobs, and considers getting the surgery to become a female. A sissy like you still has her male parts, can still get a boner, but just wants to look like a girl,” insisted Jenna.
“If your little girly friend still has a cock and balls, but wears lipstick and high heels, she’s a sissy, just like you are,” teased Jenna.
“Okay, you’re right. But I am growing boobs through breast massage, nursing, figure training and that breast plumping cream,” insisted Sandra.
“True, and they are getting bigger. I like your tits very much. Let’s go find your mom and take Eva off her hands,” said Jenna.
Sandra awoke early Tuesday and dressed for her interview. She took Jenna’s advice and went with a little black dress, sheer seamed hose, black 3 inch heels and a light, black velvet, blazer. She drove to the hair salon and was met at the front door by Anna. The two sissies shared a hug and a kiss on the lips.
While Anna was giving Sandra a shampoo, Sandra told her about the change of planned hairdo initiated by Jenna.
“That sounds wiser. I still want to give you plenty of spray and a roller set though, in case your interview runs long,” Anna suggested as she put a white robe as well as a dark cape over Sandra’s black dress.
“Great idea, but I did luck out. They couldn’t coordinate the schedules of the three department heads to line up with this interview so I stop by HR and they take me right to Madame Angelina. They called me Monday about it,” said Sandra cheerfully.
“Well they contacted me at the end of last week and I was surprised. It appears they are trying to fulfil some sort of quota of T-Girl instructors. They asked me to teach hairstyling as a part-time instructor in their salon,” shrugged Anna.
“Okay your condition is done. Let’s get you on some rollers at the styling station. Anyway I said I’d think about it and get back to them. So at the end of the day yesterday, I’m checking my upcoming appointments and I see one for Angelina Marks. That’s Madame Angelina!” Anna laughed.
“The receptionist took it over the phone. They always do some appointments like that. Special requests of course. She’ll be in next Saturday. I guess she’s going to put the move on me to join her staff? We’ll see?” Anna added.
Anna rolled up Sandra on large curlers before popping her under a hot, bonnet hair dryer. “I want to make sure you’re on time so I’ll speed up the drying process a little,” said Anna.
Anna checked Sandra’s nails and then set up her hair products and cosmetics for Sandra’s stylization, finish spray and makeup. She wanted her to look her best for Madame Angelina Marks.
Once Sandra’s hair had dried, Anna did her makeup first, before she began to remove the rollers and give Sandra a heavily lacquered French Twist. Anna felt very good about the way her friend Sandra looked.
Sandra felt very comfortable with her new “do”. An upswept French twist with enough lacquer to last a couple of days.
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| Sandra ready to leave Anna’s Salon wearing her heavily lacquered French Twist and dainty black dress. |
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| Above: Anna gives Sandra a roller set on large plastic curlers. |
Sandra wondered if even the 4th year students were permitted to have an automobile on campus. Madame Angelina’s Academy was a very authoritarian institution. Young males undergoing enforced emasculation can and do become quite troublesome.
An excessively effeminate 4th year student with a car and a set of keys readily available, might be a very easy target for assault by someone trying to escape. Not all, but some of the students at Madame Angelina’s were attending against their will, so the staff had to be vigilant.
Sandra arrived at HR early. However the student secretary checked, and said that Madame Angelina was ready to receive her. “Caitlin” the secretarial intern on duty led Sandra into Madame’s office and curtseyed as she left. Undoubtedly Caitlin was well-trained, very girlish, and pleased about being found worthy to work in Madame’s office.
Madame Angelina greeted Sandra quite pleasantly and got right down to business. “I’m pleased you are early and you look perfectly lovely, Sandra. I was quite impressed when I received letters from your mother and Jenna. The progress you’ve made in less than two years’ time is phenomenal,” Madame complimented.
“Of course I can see quite a bit about you, from photos your mother sent of you through your teen years. You were pretty much raised as a Sissy Mommy’s boy for some time, weren’t you? I also noted you attended Ms. Arianna’s Institute in Scarsdale,” Madame noted.
That’s a very trendy, New Age, Alternative Education facility. I know the gender lines there can be blurred and students are under no pressure to be anyone but who they are. Did you find that true? You went there from Pre-K thru High School,” Madame asked.
“Yes that is true. Boys were under no pressure to wear slacks if their mother’s sent them to school in kilts, or a romper. If a girl wore a white shirt and neck tie no one would say a thing. We were never scolded about the length of our hair,” smiled Sandra.
“It’s a wonderful school and we’ve had some of their graduates attend here. A few were sent here under duress, but a number felt the need to finally find themselves here. I have a few pictures your mother sent,” pointed out Angelina.
“These photos tell me you were well on your way to finding your inner girly-girl soon after you entered puberty. For instance, do you recall this, for instance? It appears you are in a hair salon. You can’t be more than twelve or thirteen, I would think?” Angelina asked.
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| Above: Sandra at 13, with her 1st beauty parlor roller set. |
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| Above: The very impressive Madame Angelina. |
“Well how did you wind up with your hair in curlers? And aren’t you wearing such a very pretty floral robe or wrap? Think about it. It’s a Saturday, most boys are out playing sports. You’re at the beauty parlor with Mommy and you’re getting a roller set. Do you see what I mean?” Angelina asked.
“Yes, I recall when I would go, some of the lady stylists, while on break would fuss over me and see which one could make me look the prettiest. I guess it didn’t bother me. They were only having fun and they were very sweet to me,” smiled Sandra.
“Yes. I see. You don’t seem annoyed at all. In fact you’re patting the rollers just like a young girl would pat her hair. Aren’t you? Now here’s a picture which your Governess, Yvette, took of your mother, Laura. It’s just before a Mother/Daughter, Mother/Son event at Laura’s ladies’ club,” Angelia smiled.
“Your mom looks great. Lovely. Gorgeous lingerie. She’s very sexy. Did you mind, ever that she walked around the house so sensually, in front of you? Did you like it?” Angelina asked.
“Yes. I liked it very much. My mother is beautiful. She dresses wonderfully. I wouldn’t have wanted her to hide her beauty from me,” said Sandra.
“Good answer. And you also didn’t mind that she had you go to the event as her daughter and not her son. How old were you?” Angelina asked.
“I was 19 or 20. I was in my second year of college,” said Sandra.”
“And you look really good also. I love the retro 1940’s double roll upsweep. Along with that leopard print number you’re wearing, the smoking hot red,
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| Above: Laura, Sandra’s smoking hot, Mommy. |
“Yes, they did. But I never liked boys. I was attracted to women mostly. Women older than me. Like Jenna. I guess I always looked for a strong, attractive, intelligent female like my mom,” blushed Sandra.
“Sandra I just love how you think! You are so very self-aware. You are going to be such an asset to our Institute here. You will be incredibly helpful to the unsure new students as well as the students that are well adjusted,” smiled Angelina.
“I’m so glad you said that, Madame. I just didn’t know where you were going with the photos. I wasn’t sure what you were trying to show me,” questioned Sandra.
“I’m showing you that your mother has been preparing you to be a female for a long time. All those trips to the beauty salon, where she let the girls prettify you, was the start. Walking around in sexy lingerie, looking very hot, even when you’re in college? Naughty, naughty, but sissy boy gets comfy with ladies’ clothing,” smiled Madame Angelina.
“You should be very glad. She saw you were a soft, sensitive very sissified mommy’s boy and instead of trying to toughen you up, she went with the flow. She let you feel good about your girly, femme, sissy self,” explained Angelina.
“She could have done her best to try and make you more masculine and you’d have been totally lost. You fit in well in your current environment and you’ll fit in wonderfully at our school,” smiled Angelina.
“Just a couple more pics. How old are you in this one? Do you recall it?” Angelina asked.
“I’m 15. It was my school picture for my sophomore year at Ms. Arianna’s. It was a Monday and on the prior Saturday I was at the salon and mommy was getting made over. She told the girls I was having my school picture done and the next thing you know I’m sitting in front of the shampoo sink, and my hair is getting washed,” sighed Sandra.
“They went all out. They went so far as to give me a soft body wave. Then before mommy drove me to school the next Monday, she put light eye makeup and a soft rose lipstick on me. It was all cool with the staff and my fellow students. The school was like that,” said Sandra.
“Okay, the last one. I’ve looked over your resume and you’re perfect for the positions I want you to fill. This interview was all about your temperament and how well you have adjusted to your transformation. You’re obviously very comfortable,” Angelina added.
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Above: Sandra with body waved hair in her sophomore picture. Note the soft lip gloss and eye makeup.
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“Oh wow that is girly, isn’t it? Yes, I recall getting that haircut but I think a girl I was dating put the hair color in my hair at her apartment. You’re right, I was trying to look more like a boy. It was my first year in college and I was concerned about coming off as too femme,” sighed Sandra.
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Above: Sandra tried very hard to look like a boy her 1st year of college. But her lesbian girlfriend wouldn’t have it.
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“Anyway I was nervous about going. I was more worried about Gay guys hitting on me. So, her solution was for me to wear makeup and pass as a girl. It did work. Several girls told her they liked her new girlfriend,” said Sandra bashfully.
“Now, let me tell you about the job. First we have a day care for your daughter. Totally free of charge. We are all about women here. The classes run from 8 AM to 4 PM. I’d like you to teach three charm classes in the morning. After lunch I’d like you to do two counseling sessions,” explained Angelina.
“All your classes and counseling sessions will be with 1st or 2nd year students. You will be with another instructor or counselor for two to four weeks, depending on how fast you get up to speed,” explained Angelina.
“Now, let’s take a tour of the facility and then have lunch. After we eat, you can let me know if you want the job or want more time to think about it. I almost forgot. As a working mother, you get every other Friday off. Children are important,” said Angelina.
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Above: Sandra going to her mother’s ladies’ club with a double roll up-do, hot red lipstick and ruby earrings.
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By the time the tour was completed and lunch was over, Sandra knew she wanted to work at Madame Angelina’s. It was a decision that would definitely affect her life for some time to come.
Chapter IV: For Better and Best
Sandra was thrilled with her new job and the entire staff at the Academy loved her. Her students were very fond of her. She could be very exacting with her charm students. She expected her girls to walk like runway models. She required them to speak as would a finishing school debutante. She wanted them to sit, stand and gesture no differently than a high dollar escort.
However when they succeeded she was as proud as if she were their gratified governess. When they didn’t meet her challenging standards though, she was considerate and helpful. However the counseling part of her employment she found much more challenging than would be a simple skirt management exercise.
A number of her first year students, especially those reluctant to be feminized were very conflicted. Sandra had to dig very deeply. Looking back to her first real crisis of sexuality she recalled her affair with Sheila Grace. Sheila had her coming to work in femme attire.
Sheila also had implied she wanted Sandra to be her stay at home Scarsdale housewife as well as her hot French, sissy maid. To please Sheila and to satisfy her own sexuality, Sandra immersed herself in her roles and felt much better. It wasn’t until Sheila attempted to cuckold Sandra that she broke it off.
Again when Sandra ran home to Mommy, she was at a crossroads. Would she continue to try and adjust as “Sissy Boy Sandy” or would she become what her heart told her she should always be? By the following week she engrossed herself into her girlishness by taking part with Mommy, in a full girly makeover at Mommy’s favorite salon. From then on Sandra did not look back.
So, when her 1st year, diverged students came to her with their struggles between their two worlds, Sandra would let them know what worked for her.
“Chantelle. You know that is such a very lovely girly name. It’s just so very sensuous. I know from what you tell me you are having a time of it at transitioning. I came to that crossroads myself. Now, didn’t you tell me you have an overtly feminine roomie?” Sandra asked.
It was Academy policy to place deviated Girly boys with very femme roommates. The idea was they would be drawn into girlishness more readily.
“Yes Miss Sandra. Her name is Demetria. Yes, she’s a real style queen. She can be over the top with doing her nails and trying to give me facials and other beauty treatments,” said Chantelle.
“Well isn’t that what you are here for? To learn to be more feminine? I know you are having problems with your feminine side. From what I see and hear you have a very strong feminine side. It’s trying very hard to come to the surface. By you suppressing it, you are struggling even more,” explained Sandra.
“Try this. Friday night, stay up later. There are no classes Saturday. Put a really romantic chick flick on the DVR. Then let Demetria do your nails. Then maybe you can brush her hair. Both of you make a salon appointment together at the school beauty parlor for Saturday afternoon, after lunch,” smiled Sandra.
“Start acting a little more girly every day and enjoy girly things a little more. I think you’ll find you actually may enjoy it. I love when my partner at home brushes my hair and fixes my makeup after we make out. I love painting her toenails and rubbing lotion on her feet and legs,” explained Sandra.
Chantelle agreed to give it a try. One month later, just before Chantelle’s 1:30 PM appointment Sandra looked over the sissy’s grades and instructor reports. Her marks had gone up. She really was doing much better in her beauty arts classes. When Chantelle entered Sandra’s office, it was everything Sandra could do not to jump up and shout, “Hooray!”
Chantelle’s normally lank, blond hair was now red, with soft blonde highlighting. The lankness was gone. Instead it was full and poufy, the obvious product of a recent roller set and some teasing. “Well excuse me young lady, but, who are you? I’m expecting Chantelle for my 1:30?” Sandra smiled.
“Miss Sandra I feel so very special! I tried what you suggested, and well, just look at me!” Chantelle exclaimed.
It was true. Her fattened lips were coral pink and her eye makeup was full and succulent. Her nails were freshly painted and manicured.
“I’m having my mother, sister and aunt coming up next weekend and I’ve been given an all-day pass for Saturday, so we can go do lunch and some real ‘girlfriend’ shopping. I’m so much happier now,” gushed Chantelle.
It was with that pleasant visit, that Sandra ended her Thursday work day and picked up her daughter Eva Cerise at the school day care. It was her week to have Friday off and she was looking forward to her twice-monthly extended weekend.
Jenna was taking Friday off and had implied she had a surprise for everyone. Eva Cerise was now 15 months old, walking, and she could talk like a Magpie. Again today, on the way home she had asked, “Mommy, is Jenna going to be my Daddy?”
“Yes, I think so Eva,” Sandra had answered. Sandra knew of Jenna’s membership in the Cassandra Sisterhood. She had read enough about the precepts of this ardent, ultra-feminist society to know where a marriage to Jenna would take her. She’d told Jenna, she wanted what Jenna wanted.
Even Sandra’s mother Laura had said, “You know you need the strongest female possible to guide you Sandra. A female led marriage is exactly the right thing for you.”
“Just when will we become engaged and be married?” Sandra wondered. That would be revealed sooner than Sandra realized. Sandra got Eva to go down for a nap and began preparing supper. Jenna had texted to say she would be right on time.
True to her word, with supper ready to pop in the oven Jenna pulled into the drive. Sandra met her at the door as she always did. She took Jenna’s briefcase and set it by the closet. Then she helped Jenna off with her dark blazer. For now the blazer and briefcase both went into the hall closet.
As Jenna sat in the den Sandra asked her, “What time would you like supper honey? It’s ready to go in the oven. Or if you want to eat later I can refrigerate it? The baby is napping. Would you like some white wine? We’re having Ocean Scallops,” smiled Sandra.
“Hmm? Go and refrigerate it briefly. I’d like the white wine and my girl sitting on my lap. You can put lotion on my feet at bedtime,” smiled Jenna.
“Yes I can and one glass of white wine and one sexy girlfriend coming right up, my Mistress,” curtseyed Sandra.
Jenna loved it when Sandra was sexy, servile and submissive. This was going to be one of those nights when Sandra’s extreme servility would come to the fore. Sandra handed Jenna her glass of wine. Jenna tasted it, set it down and motioned for her girl to sit in her lap.
It was a large glass of wine. Almost enough for two. Noting that, Jenna picked it up and held it to Sandra’s lips for her to sip some. Sandra giggled playfully. She loved it when Jenna played the role of household Master. Jenna kissed Sandra and said, “Here, drink some more. As much as you like.”
The two sipped and kissed and Sandra knew if they didn’t break it off soon, supper would be very late. Jenna’s hair was much longer now and she had darkened it. She’d went for a less sexy more corporate look, though she often wore something similar to an appliqued camisole blouse under her blazer.
She didn’t think twice though, about using her sex appeal to influence a male, or a lesbian client’s judgement in a business deal. She believed she knew what was best for her clients and preferred any bad judgement in a deal be on her and not the client.
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| Above: Jenna’s new, softened, but very corporate lawyer look. |
“How long has the baby been down, Jenna? Not long and she didn’t nap at day care from what they told me. She loves to play because of all the kids. She’s good for a couple more hours. Do you want to go quickly to the guest bedroom,” winked Sandra.
Jenna nodded her assent and she locked the door to the bedroom. The baby would come to the living room and they would hear her if she awoke. Both Jenna and Sandra stripped to the buff before Jenna said, “Kneel on that rug darling and close your eyes. Extend your left hand and spread your fingers.”
“Yes, of course Jenna. Whatever you wish of me to do, dearest,” complied Sandra. Sandra felt Jenna put lubricant on her ring finger and sighed as Jenna encased that finger with a lovely diamond engagement ring.
“You are now officially my concubine and I am your Mistress. We will be wed in six weeks’ time in a ceremony held at Angelina Mark’s Estate near Catskill. There you will become my wife and I will become your husband and Master. Do you want this for us, Sandra?” Jenna asked.
“Yes of course Jenna. I’ve wanted it for some time. Yes, please marry me! I want to be your submissive housewife. Oh Jenna I’m so happy,” cried Sandra as she wrapped her arms tightly around Jenna’s thighs.
“I want to consummate our engagement this evening at bed time where we’ll have more time and more privacy. I need to prepare you for the ‘Grand Opening’, right now, precious. Up onto the bed love, and kneel. All fours darling and get that pretty little butt up in the air for your handsome, future husband,” laughed Jenna.
The naked Sandra squirmed just a little, correctly anticipating what was to come. Jenna lubed Sandra’s rectal opening and then lubed a butt plug. She slowly inserted the plug telling Sandra to “inhale and exhale nice and slowly, pet.”
“That’s it girl. On each exhale I’ll insert it a bit more. This is a butt plug. I want you to wear it every day, all day, until our wedding night. I think you can guess why? Tonight as well as the evening of our wedding and many times to follow, I intend to peg you with a strapped-on faux penis,” grinned Jenna.
“I don’t think it’s really much bigger than your real one. It’s about 4 and a half to five inches in length and no more than one and a quarter inches in diameter. With proper plug training and lubricant, it should fit nicely up inside your plumpish little butt,” laughed Jenna.
“There angel, it’s all the way in. Now, let’s get dressed, put supper on the table and wake Eva. At dinner we can tell her the news. Will you call Laura tonight or in the morning?” Jenna asked.
“Tomorrow about ten when she is at work. If I call tonight we’ll never get to bed on time. She’ll want to talk for hours. At least if she’s at work her conversation time will be limited. She’s going to be so excited. I know she’ll want to pick out my trousseau,” smiled Sandra.
“Well she’s well organized. I know I want her to assist Angelina and me with planning the wedding. I know that it’s six weeks from now, but we’ll need a sitter for that day. It’s Saturday April 18th to be exact,” said Jenna.
“Hopefully your mother or my mother can will take back to the city while we honeymoon in Vermont. Either should be able to take time from work. It’s going to be a full Casandra ceremony. No children will be there,” explained Jenna as Sandra agreed.
Indeed Eva Cerise was excited about her new Daddy. She kept calling Jenna “Daddy” during supper and blowing her kisses for the rest of the evening. She even wanted “Daddy” to read her the usual bedtime story.
Sandra removed her plug in the bath area before crawling into bed. She immediately snuggled tightly against Jenna and bit her neck, to show her she was excited about their dawning. She loved it as Jenna bit her breasts and squeezed her thighs.
Reaching down and grabbing the attached strap on, Sandra asked, coquettishly, “Would it be okay if I sucked it and licked it?”
Jenna responded by taking Sandra’s head and pushing it in the direction of her rubber penis. Sandra thought that possibly her spittle would assist with lubrication. When Jenna finally applied the final lube to her rubber cock and Sandra’s ass, she slowly began to enter her.
“Remember lover, inhale and exhale nice and slowly. That’s a good girl. There now, it’s all, done. Gets easier each time,” said Jenna.
Sandra got into a nice rhythm with Jenna. Mounted on all fours she used every bit of her taut exercise muscles to push firmly back against Jenna. Jenna loved it as the protrusions on the base of the strap-on stimulated her clitoris.
Each time the end of the penis touched Sandra’s prostrate it excited her more. As Jenna got closer to a climax she sped up her humping of Sandra, wrapping her arms around Sandra’s waist and massaging her penis with her lube soaked hand.
Sandra was filled with passion at this point. “Oh honey I am so close. Is it okay for me to squirt?” Sandra begged.
“No it is not. Not until I say so. Not during your first screwing and never until you get my expressed permission girl. You do understand don’t you?” Jenna asked.
“Of course my Mistress. I am your concubine and exist for your pleasure,” stated Sandra.
“That’s correct and if you dare climax before I do I’ll spank your sissy-ass, pink! Okay, I’m close. Oh yes, here I go, I’m popping now! Oh geez, Sandra you can squirt all you want girl. Go for it!” Jenna exclaimed.
Both girls had thundering orgasms. They bucked back and forth against each other until that fell exhausted to the bed. They laid there hugging and kissing in girlish passion.
True to form Laura was very excited and readily agreed to keep Eva during the honeymoon. She was also thrilled that Jenna would want her to assist with planning the wedding along with Angelina. Laura decided to include Sandra’s former boss Monique, and Sandra’s former governess Yvette on the guest list. They along with Jenna’s mother, Carmina Forte would drive to Round Top together from the city.
None of those ladies were members of Cassandra. However, Laura was thrilled to be giving away her daughter and Monique had agreed to be the Matriarch of Honor. Jenna’s mother knew of her daughter’s ardent feminism and lesbianism and supported her fully.
All of the woman including Yvette would be very comfortable with a traditional Cassandra ceremony. Sandra’s baby sitter for the wedding day came as quite a surprise. Sandra and her hairdresser Anna Maria Del Valle were looking at wedding invitations when Sandra mentioned the need for a sitter.
When Anna Maria volunteered, Sandra in surprise said, “I want you at my wedding Anna Maria. You are coming aren’t you?”
“Let me explain. First I am honored to help you and also honored you would invite me. You know I now teach part time at Angelina’s Academy where you teach, also. You also know Angelina Marks came to my salon to entice me to teach there,” stated Anna Marie.
“Well she’s really impressed me and apparently she feels the same way about me. We have frequently conversed at work. A little over a month ago I did her hair again, at my salon on a Saturday. As she was leaving she asked me to come to a Sunday brunch at her country club,” smiled Anna.
“Before I could answer she gave me a hug and kiss and said she would pick me up at 930 AM Sunday morning. She flirted with me on the drive over to the brunch and throughout the brunch,” Anna added.
“What can I say? I was smitten and I flirted back. She drove me over to her estate and I was in bed with her twenty minutes after we walked thru her door,” smiled Anna.
“You think you’re surprised Sandra? So am I honey. Angelina and I have been dating ever since. I sleep over nearly every weekend and on some week nights. I’m in love and I hope she is too, honey,” sighed Anna.
“So here’s the rub. Just in case I turn out to be a June bride, I really don’t want to know ahead of time how a Cassandra Sisterhood wedding is conducted. I want to be surprised. I’d love to watch your daughter, Chicca,” said Anna, kissing her good friend.
The planning for the wedding went on without very much input from Sandra. Sandra realized the women in her life were fully in charge of the event. Even the gown, her foundations, her accruements and her shoes were picked out by Laura, Monique, Carmina Forte, her future mother-in-law, or a combination of the three.
Jenna wanted Sandra in an elaborate up-do hairstyle for the wedding, and showed Anna the exact style and color she wanted. “Well we need to get working on that color then. That’s a light brown with Champagne highlights. She will need to go a couple of shades lighter for the base color and then there’s the highlighting,” explained Anna.
With the wedding now a month away Anna made appointments for Anna the next three Saturdays. “I’ll do the style the morning of the wedding. I’ll set you on rollers the night before. You’ll look great, doll,” smiled Anna.
The day, Sandra went her mother and Jenna’s mother for her gown fitting and her high heels, she could not believe what they picked out for her. “Mother, I can barely walk in four inch heels. Those are six inch, stiletto heeled ankle-strap sandal style shoes. Between those and the hobble gown I will be wobbling to the altar,” begged Sandra.
“Is there anything wrong with a nice knee length white wedding dress with three inch pumps? Really mother?” Sandra asked.
Laura turned to one of the female attendants assisting Sandra. “We need to get my daughter a hobble skirt and another pair of 6 inch pumps so she can practice skirt management and high heel walking without using her gown and wedding day heels,” Laura said.
“Yes, of course Madame. I would go to Vivian’s. She’s only three blocks from here on the corner of Festival and Malvern. She has a wonderful selection, of restrictive garments and some very tall spike heels, quite similar to Sandra’s wedding heels. Plus the heels won’t be nearly as pricey,” smiled the young girl, looking cattily at Sandra.
“Sandra, you have three weeks to practice walking in a hobble and similar heels. You will look so wonderfully shapely in this gown. It pushes your boobs up, pads them demonstrably, and enhances your waist and hips. Sometimes we have to pay the price of a little bit of discomfort for the sake of beauty, dear. What do you think, Carmina?” Laura asked.
“Well I agree. She’ll look so stunning and shapely. Not to mention so graceful while perfectly balanced on those heels. I love it! With the stylish up-do Jenna picked out, Sandra, you will turn heads,” smiled her future mother-in-law.
Sandra realized she was outnumbered and getting nowhere. Plus she really didn’t want to trouble Jenna by arguing with her mother. “Thank you Mommy and Mother Carmina. What you picked out for me to wear is so beautiful. I love you both and you ladies know what’s best for me. It’s so helpful having you to assist plan the wedding,” Sandra smiled.
The evening prior to the wedding, the household of Jenna and Sandra was a beehive of activity. Monique Bovier and Carmina Forte were getting along famously and locked in an animated conversation. Jenna and her future Mother-in-Law Laura were also getting along fabulously.
Anna, Sandra and Yvette were playing with 16 month old Eva Cerise. Yvette, her actual birth mother, was introduced to Eva as “Auntie” Yvette. Eva was seated on Yvette’s lap bouncing and giggling.
“Sandra I am so happy for you and Jenna, and I’m so grateful both of you will be raising our Eva together. She is such a delightful and beautiful child,” smiled Yvette, as she hugged Sandra.
Sandra and Jenna were the last to get to bed. Sandra’s hair was up in medium plastic rollers and netted tightly. Anna would complete her wedding “do” in the morning. Sandra’s body was covered in moisturizer and her face glowed with scented facial crème.
Anna had taken the upstairs loft bedroom. Laura and Yvette had decided to share the King bed in the second floor guest bedroom.
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Sandra practices diligently in a Hobble skirt and high heels in an effort to prepare for her wedding day. Her hobble gown will be quite restrictive and she’ll wear her tall spikes all day. |
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| Sandra trying on her Spiked Heeled Sandals the Morning of her Wedding Day. Her painted toes look so pretty. |
As Carmina and Monique undressed, the two slightly inebriated females complemented each other on their lovely lingerie. They had both drank two glasses of red wine with dinner. Monique, ever the vamp, was the first to make a move.
Once in her nightgown and satin mules she carefully applied fresh lipstick, looking directly into Carmina’s eyes over the top of the compact she was using. Holding the lipstick up, she asked Carmina, “Would you like me to paint your lips darling? If so sit on the edge of the bed angel.”
Carmina puckered her lips lustfully and stared intently into Monique’s eyes. As Monique moved the lipstick carefully to colorfully paint Carmina’s lips, she said, purposefully, “You are a lovely woman with a simply gorgeous body, Carmina. Your breasts are striking. I adore females with such ample breasts as you have.”
“How nice of you to say that. You like my breasts? Well then please open the front of my peignoir and shade my nipples with that tube of lipstick. Then let your lipstick mingle, with the lipstick on my aureoles,” said Carmina huskily.
When Monique sucked on Carmina’s right breast, Carmina made a sound like a cat purring. She wrapped her arms around Monique and pulled Monique to the bed. Carmina then climbed on top of Monique and smothered her with kisses.
Not to be outdone by a lover’s aggressiveness, Monique wrapped her thighs around Carmina’s waist. While the rest of the household was sleeping soundly, the two sisters of Sappho made love into the early morning.
Throughout the wedding and the reception the following day, neither could keep their mind off of having another evening together at the newlywed’s home in Round Top.
Come the early morn, Jenna awoke to find Sandra awake and dreamily looking over at the open drapes. “A million dollars for you thoughts, darling,” said Jenna as she kissed her future bride.
“Oh my lover, you don’t ever have to give me anything but your love. I was thinking of you adopting Eva and becoming her daddy. It’s just going to be so cool. Then I wondered if we will ever have any other children. That’s all,” said Sandra.
“Oh, I see. Well, I’m almost 36 years old. I’m right in the midst of my legal career and I’m just moving towards my peak earning power. I really don’t want to bear a child. So unless you can find a way for you to become pregnant and have a baby, we would have to adopt,” said Jenna.
“Of course Jenna. What I was thinking about was adoption. Your career is of upmost importance to me as your wife. I’d never want to interrupt it. When do you think it would be prudent to adopt, Jenna?”
“Eva is 16 months, correct? Once she legally becomes a child to both of us, I’d say between now and her 2nd birthday. How does that sound?” Jenna asked.
“Fantastic. Let me kiss you. Well, we may as well begin getting dressed. My goodness. I have to spend all day in that hobble gown with six inch sandal strap spikes. Yikes! So you and your mom, and Yvette are driving to Angelina’s together?” Sandra asked.
“Yes. We’ll dress here, and have our hair done at Angelina’s. We’ll each have our own student stylist from the school salon. All those girlies’ are so cute. Can you imagine Angelina’s providing six bridesmaid’s for you, from her students, complete with pink gowns?” Jenna remarked.
“Yes. It’s amazing. She has all those dresses on hand from the school wardrobe supply. Angelina is even sending a limo for Mother, Me and Monique. She’s fantastic. These Cassandra weddings are a very big thing with her. Here is a big kiss until I kiss you again a little later,” teased Sandra.
It was quite a bustle of activity at Jenna and Sandra’s for the next hour or so. Breakfast, six women dressing, a baby to be changed and fed, and three women to have their hair done. Finally Jenna, her mother and Yvette drove off to Angelina’s estate.
Sandra would not see how handsome her new husband was until Jenna put the wedding band on her finger. Jenna really was making a statement! Though her hair would soon be in a tasteful chignon, and her makeup would be full and luscious, her clothing would strike a real tone with her Cassandra sisters.
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| Jenna in stylish English riding garb as her Wedding attire. |
Jenna had decided to attire herself in an English Hunt riding outfit. She wore shiny, black leather boots, and snow white riding slacks. Underneath her vested waistcoat with tails, she dressed in a white silk turtleneck. Her vested waistcoat was double-breasted with 6 large white buttons.
Arriving at the Marks’ Estate she received many words and looks of approval from a large number of her Cassandra sisters. One lady added, “I think someone’s bride is in for quite a paddling today.”
Even the imperious High Priestess Esmerelda, who would be conducting the ceremony commented, “Madame you give me great hope for the future of our Sisterhood, if you are an example of the newer, younger membership. It will be a privilege to conduct your marriage.”
One of the student hairdressers immediately attended Jenna, coiling her hair into a chignon, and making sure her makeup was both tasteful and full. The limousine with Sandra arrived. Sandra alighted from the rear of the Limo under her mother’s encouragement.
“Darling, people will want your picture. Please. For mother. Pose gracefully and smile. You look just lovely darling. Move slowly and carefully in your ultra-high spikes and hobble gown,” encouraged Laura.
Of course, Laura would be giving her daughter away, and leading her down the aisle on a leash. Monique would be at Sandra’s side as her “Madame of Honor.” Conversely, Jenna’s mother, Carmina would act as Jenna’s “Best Mater.”
Of course, Sandra’s biggest concern was walking, standing, sitting and kneeling in one of the most restrictive dresses and set of footwear she’d ever put on. Additionally, she was dressed in a long line girdle with a butt plug in her rectum.
Lastly her penis and testicles had been chilled and pushed inside of her to further smooth her front. “I still have to be modestly handcuffed and will be led down the aisle on a leash! They must think I have the agility of a stunt acrobat?” Sandra thought.
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Above: Sandra in her hobble, fishtail gown with spaghetti straps. Note the lace collar where her leash will be attached. The photo was taken while dressing at home. Lovely girl!
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Her light brown hair with gold blonde highlights was heavily sprayed for the long day. She held a bouquet of carnations to obscure the tiny linked together bracelets she would soon be wearing.
Her makeup was done in all soft pinks, pastel reds, with a touch of light brown, brow pencil. Her nail polish was a rose blush. Added to her ensemble was the lace collar where he leash would be attached.
When she, her mother and Monique arrived at the tent reserved for the ceremony, Sandra was thrilled to see that her six bridesmaid’s, all in pink gowns, were either students she had taught or counseled. She breathe a sigh of relief at their smiles.
She could feel their love for her. “Oh Miss Sandra you look so very pretty and graceful!” Chantelle, her protĂ©gĂ© exclaimed.
“Oh thank you Chantelle and all of you lovely sweet girls for being my bridesmaid’s today. You all look so stunning!” Sandra gushed.
Indeed, Chantelle, the sissy girl she had helped during the past months had flowered into a charming young demoiselle. Her strawberry locks had been fashioned into a body waved, medium length wedge, swept to her right side.
The exposed left side of her face showed one of her pert pearl earrings. Her pink ankle length gown was snug at the hips and waist with a large fussy floral furbelow that went from her right shoulder, angularly, and just barely covered her left breast.
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| Above: Chantelle. Sandra’s protĂ©gĂ© and one of her Bridesmaid’s. Once a headstrong sissy, now an ingĂ©nue. |
“Young ladies, the High Priestess Esmeralda is presiding. She’s a stickler for tradition and preciseness. I wouldn’t want to have to discipline anyone Monday, you know?
“We’ve all practiced. So when the doors open and the chimes strike, enter the temple and begin the procession. And let Aphrodite guide you all,” said Madame Angelina as all the sissies, including Sandra curtsied.
Sandra made quite the site as she wiggled and tottered toward the kneeler where she would be paddled. One could see the smirks on the die-hard Cassandra members as they saw the restrictive gown that limited Sandra’s stride to a mere six inches at the most.
There were titters as women noted the towering heels she was perched on. It was as if she were a caged bird, suspended on the cage’s swing. Sandra’s head was properly bowed and she recalled something Monique had said about her gown, late last night after a couple glasses of wine.
“There is one advantage to your hobble gown and that lovely fishtail you’ll be dressed in. There will be no way for anyone to lift it up to expose your behind to Jenna’s paddle. You’ll have plenty of padding when she spanks your rump at the ceremony honey,” laughed Monique.
Sandra reached the spot on the wedding tent modular flooring where she would stop before being told to kneel. She kept her head bowed and eyes lowered. Priestess Esmerelda began the ceremony. Sandra was in a trance. She dearly hoped she would hear her cues.
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| Above: The Renowned, High Priestess Esmeralda, after a refreshing session with a naughty sissy maid. |
“I do. I am Laura Brown, her mother,” Laura said as Esmeralda told her to remove the leash. Right after Jenna’s mother handed Jenna, an old sorority paddle that had been in the family for years, Sandra heard the click of Jenna’s riding boot heels on the modular flooring.
Sandra got ready for the order for Jenna to paddle her. Jenna’s paddle strokes were swift and sharp. They really stung and Sandra was happy her gown
Was not of the type that could be pinned up to expose her girdled bottom. The paddle strikes were accompanied by raucous applause, laughter, and the shouts of, “Hail Aphrodite! Hail Cassandra! Hail the Sisterhood!”
As any sissy hearing these shouts after being paddled, Sandra did indeed wonder, what she had gotten herself into. All those thoughts washed away, though when Chantelle was instructed to remove the link, tying Sandra’s bracelets together, take Sandra’s bouquet, and lead Sandra to stand beside Jenna.
Sandra stood, one step lower on the altar than Jenna. Her head remained bowed until she was told, “The concubine Sandra may now look at her future husband Jenna.” Sandra looked up into the piercing, blue eyes of the love of her life.
Jenna stood proudly, confidently and calm, in her riding boots, waist coat, vivid makeup and her chignon. She smiled purposely and easily moved the engagement ring to Sandra’s right hand.
Then as the couple touched fingers together the marriage vows began. There was Jenna’s promises to “love, care for, guide, discipline and protect,” her wife, Sandra.
Then he vows for Sandra to “love, obey, submit, honor, be devoted to,” her husband, and Master, Jenna.
Sandra craved this woman she was marrying. She’d do anything for her. She’d be beautiful, sexy, wanton and anything else Jenna wanted her to be. As Jenna kissed her after placing the ring on her finger, Sandra moved her breasts into Jenna, to let her know she wanted to belong to Jenna.
That evening after a long reception, with Sandra and Jenna alone in the back of the limo, Sandra rubbed her hand across Jenna’s crotch. “There’s something missing, isn’t there darling? I can’t wait for you to get home strap it on, lover,” Sandra spoke huskily into Jenna’s ear.
Jenna, caring little about the limo driver, pulled Sandra to her. “It seems I married such a dirty little girl. You know that was too much fun spanking you at the ceremony. We’ll have to do that one again,” Jenna said in a low, throaty voice.
Sandra found that the mere mention by Jenna of corporal discipline was exciting. “Well then, you should bring something with you on our honeymoon to spank me with when I’m a bad girl,” said Sandra sexily.
They would honeymoon in Vermont for a week and then return to find there would be another Cassandra wedding quite soon. And yes, Jenna brought the female family member, heirloom sorority paddle, to the resort with her.
Denouement
It was a mild, not too warm, upstate New York day, in mid-June, not quite two months after Sandra’s wedding to Jenna. The happily married couple had just left their home and were driving to the estate of Angelina Marks.
Jenna’s mother, Carmina Forte, was visiting and proudly baby-sitting her new, adopted Granddaughter, Eva Cerise. After taking Jenna’s last name in marriage, Sandra became Sandra Renee Forte. She then insisted the adoption papers reflect the child’s name as Eva Cerise Forte.
The newlyweds were driving to the Marks’ estate to attend the wedding of Madame Angelina to Anna Maria Del Valle, Sandra’s sissy friend and hairdresser. As Anna had suggested she would indeed be a June bride.
A valet took care of Jenna’s sports car and the fashionably dressed couple walked to an assembled tent nearly identical to the one where they were married. There they were greeted by Madame Angelina herself.
She hugged and kissed them both and introduced them to Valentina Munoz, Anna Maria’s aunt and her “Madame of Honor” for the wedding. Valentina had the edgy look of a very assertive domineering female.
“I cannot wait to see my lovely bride. She’ll have some of your same Maiden’s, Sandra. And Esmerelda is back to officiate. Don’t you love my tux? I take being the husband so seriously,” laughed Angelina.
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| Anna in a lovely hobble gown, spike heels and lace blouse, during the reception. Her breasts are prominent. |
Just prior to the ceremony Jenna allowed Sandra to choose their seats. They were quite a distance back from the altar. “Why so far back, honey?” Jenna asked.
“Well, I get a really good look at Anna just as she walks in. I also get to watch her all the way down the aisle. Lastly she is my good friend, and I don’t want to be really close when she gets paddled. I’m guessing Angelina will spare her no discomfort,” sighed Sandra as Jenna hugged her.
The doors opened. The chimes rang and the Bridal procession began. Memories of her own, Casandra reception came flooding back to Sandra. She clutched Jenna’s hand as her friend Anna came into view. Anna looked stunning, her hair now longer was up and back in a tousled French roll.
She minced elegantly in a fishtail hobble gown and spike heels similar to Sandra’s. Sandra loved her lace blouse, striking makeup, uplift bra and prominent bosom.
She was led on a leash by her proud mother, and by her side was her Aunt Valentina. By the time Anna was kneeling and the High Priestess was speaking, Sandra had her head on Jenna’s shoulder and was rubbing Jenna’s inner right thigh.
Sandra’s eyes were closed and she was smiling. As she was at her own ceremony, she was entranced. She rubbed Jenna’s thigh, squeezed it, and whispered to Jenna, “Oh baby, I want you to really give it to me tonight. I’m so hungry for you. I’m your bad dirty girl. Remember?”
“I have the paddle in the sports car. We might not make it home, Sandra,” Jenna replied.
“You’ll need much more than the paddle tonight, lover,” Sandra whispered.
End
Thanks Anna! Great job! Priscilla
ReplyDeleteThis is one more thrilling story about strong female Master and her sissy wife.
ReplyDeleteI like stories where all males are sissies and all females wear the pants. ;)
Oh Alexis! I knew I could depend on you to become erotically excited! Your legs are as beautiful as ever darling! Love, Pris.
DeleteOh yes, it is so much thrilling when the women wear the pants in the relationship.
DeleteOh yes! Definitely Anna!
Delete